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The Annex

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About The Annex

One of Toronto’s oldest and most prestigious neighbourhoods, the Annex was a highly-coveted area when it was first constructed in the 1870s. It was almost immediately inhabited by members of the city’s elite—which is to say, those who could afford the gorgeous homes here.

To this day, heritage houses constructed of iconic red brick and stone are still standing in the neighbourhood. These high-quality structures offer visitors and residents a glimpse of Toronto’s past.

The Annex is also very conveniently located. It sits just west of one of Toronto’s most luxurious residential areas (Yorkville) and north of a designer shopping district along Bloor Street West (playfully referred to as “Mink Mile.”)

Who Lives Here

For quite some time, many of the Annex’s mansions were split up into separate apartments as affluent residents moved to newer areas outside the city’s core. For this reason, you’ll find many young people in the area, including students who attend the nearby University of Toronto.

Today, mansions in the Annex are once again being purchased by higher-income individuals—and revamped to suit their lifestyles. Today, you’ll find a great mix of people and cultures, from those who ride bicycles to those who drive Lamborghinis.

What's Great About It?

The convenience of living in the Annex is hard to beat. While many of the neighbourhood’s tree-lined side streets are peaceful and quiet, every corner of the Annex is relatively close to a major intersection or main street. In other words, buzz-worthy boutiques, restaurants, cafes, and bars are never far away.

In particular, this vibrant neighbourhood is known for its eateries, which serve diverse tastes. One of the clear favourites is Kinka Izakaya, a local hotspot for top-notch Japanese cuisine.

When you’re looking to spend a fun afternoon out, consider hitting the shops (BMV Books is a must-visit for lovers of literature) or catching a truly unique film at Bloor Hot Docs. Those looking to stay active will want to visit Niles Nadal JCC, a local community centre featuring a pool, running track, and more.

Lastly, the Annex is much loved by architecture buffs. With so many beautiful streets to explore, you’ll never tire of the gorgeous heritage homes here.

Schools

When it comes to schools in the Annex, the most popular elementary options are Huron Street Junior Public School and Palmerston Junior Public School (both of which are located on their namesake streets).

The Annex is also home to the famed all-boys private school Royal St. George’s College, which welcomes students between Grades 3 to 12.

Homes for sale in The Annex

Looking for listings in The Annex for sale? You’re only seeing some of the listings available here. To see them all, just click the ‘Signup’ or ‘Login’ links below.

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  • 91 Bedford Road in Toronto: Annex House (2 1/2 Storey) for sale (Toronto C02) : MLS®# C8209504

    91 Bedford Road Annex Toronto M5R 2K4
    Main Photo: 91 Bedford Road in Toronto: Annex House (2 1/2 Storey) for sale (Toronto C02)  : MLS®# C8209504
    $8,995,000
    Freehold
    Status:
    Active
    MLS® Num:
    C8209504
    Bedrooms:
    5
    Bathrooms:
    5
    Welcome to Yorkville Heritage District, sophisticated and elegant, this top to bottom renovated property gives you the urban lifestyle of your dreams. With walking distance to fine dining and premium brand boutiques, enjoy all of the benefits that living downtown brings. This 3 storey, 4 bedroom, 4.5 baths detached grand home furnishes your most discerning requirements. Huge main level designed for entertaining, dedicated Primary suite, complete with 2 ensuite baths, dressing room and a walk in closet, and an elevator allows you to choose to stay in your own home for as long as you desire. Private drive, single NEW garage, and a gated property to enjoy the privacy this home allows. Sought after and beautifully appointed, sophisticated living awaits you! More details
    Listed by EXP REALTY
    Tanya Crepulja
    Steven Fontes
  • 82 Lowther Avenue in Toronto: Annex House (3-Storey) for sale (Toronto C02) : MLS®# C7222404

    82 Lowther Avenue Annex Toronto M5R 1E1
    Main Photo: 82 Lowther Avenue in Toronto: Annex House (3-Storey) for sale (Toronto C02)  : MLS®# C7222404
    $8,350,000
    Freehold
    Status:
    Active
    MLS® Num:
    C7222404
    Bedrooms:
    7
    Bathrooms:
    4
    Magnificent British Queen Anne Revival Masterfully Restored To Showstopping Victorian Glory In A Trophy Location Where Creative & Daring Luxury Are Blended For A Modern & Spirited Wow Factor. A Visionary Live/Work Dazzler By A Top Designer, Sophisticates Will Find The Seamless Harmony Of The Exciting, Glamorously Contemporary 6275' Interiors An Exquisite Tour De Force! Original Records Indicate This Sparkling Home With Sumptuous, Impeccably Pedigreed Romanesque Details Was Designed In 1896 By Prominent Architect Frederick H Herbert. Lavish Appointments Found In The Striking Staircase, Fabulous Millwork, Curved & Leaded Glass Windows & Picturesque Turret, Underscore The Rich History. Please See Attached For Residential Floor Plan, Alternate Commercial Floor Plan And Potential Coach House Floor Plan. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    Tanya Crepulja
    Steven Fontes
  • Gh2 10 Prince Arthur Avenue in Toronto: Annex Condo for sale (Toronto C02) : MLS®# C8084140

    Gh2 10 Prince Arthur Avenue Annex Toronto M5R 1A9
    Main Photo: Gh2 10 Prince Arthur Avenue in Toronto: Annex Condo for sale (Toronto C02)  : MLS®# C8084140
    $6,890,000
    Condo
    Status:
    Active
    MLS® Num:
    C8084140
    Bedrooms:
    4
    Bathrooms:
    3
    Where the Annex meets Yorkville. Spectacular corner residence within a boutique full-service Richard Wengle building. Ultra private, just one neighbour on the main floor. Huge glass expanses framing tranquil garden views with walkouts from every room to a 1,276 sq ft wraparound terrace landscaped by Janet Rosenberg. Soaring 11ft ceilings deliver plenty of sightlines to display big art. Two secure points of entry and a split bedroom open concept plan facilitate both privacy and fantastic space flow for entertaining. Many thoughtful design details throughout include a luxuriously generous primary retreat, double sided gas fireplace, built-in wine bar and millwork in dining room, and much more. Gracious amenities are all on the same level and the best shopping, dining, cultural venues, clubs and recreational green spaces of Annex/Yorkville are within close walking distance. Lives like a bungalow with all the benefits and security of a condominium. Welcome home to 10 Prince Arthur! More details
    Listed by HAZELTON REAL ESTATE INC.
    Tanya Crepulja
    Steven Fontes
  • 37 Madison Avenue in Toronto: Annex Property for sale (Toronto C02) : MLS®# C7312594

    37 Madison Avenue Annex Toronto M5R 2S2
    Main Photo: 37 Madison Avenue in Toronto: Annex Property for sale (Toronto C02)  : MLS®# C7312594
    $5,998,000 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    C7312594
    Major Bus.:
    Professional Office
    Total Area:
    7,262 sq. ft.
    Toronto Landmark Historical Office Mansion, The Perfect "Marquee" Building with an Exceptional Yorkville "Annex" Location Designed by Toronto's most prestigious historical architect E.J.Lennox (Casa Loma, Old City Hall, King Edward Hotel). Grand and Gracious "Romanesque" design. 11' ceilings, Private Drive Parking for 8 cars. Zoning allows further expansion to approximately 8400 sq ft above grade More details
    Listed by FOREST HILL REAL ESTATE INC.
    Tanya Crepulja
    Steven Fontes
  • 37 Madison Avenue in Toronto: Annex House (3-Storey) for sale (Toronto C02) : MLS®# C7312600

    37 Madison Avenue Annex Toronto M5R 2S2
    Main Photo: 37 Madison Avenue in Toronto: Annex House (3-Storey) for sale (Toronto C02)  : MLS®# C7312600
    $5,998,000
    Freehold
    Status:
    Active
    MLS® Num:
    C7312600
    Bathrooms:
    4
    A Toronto Landmark Office Mansion, The Perfect "Marquee" Building Offering An Exceptional "Yorkville Annex" Location. Custom Designed By Toronto's Most Prestigious Historical Architect E.J. Lennox (Designer Of Casa Loma & Old City Hall). Constructed In 1883 As A Premier Private Residence. Recognized As "The Benchmark" Example Of Toronto's "Romanesque" Design. Approx 6,000 Sf. Above Grade. Comm/Res Zoning Allows For Expansion To Approx. 8,400 Sf. Zoned Cr1.5 R1. Please Note: Private Drive And 11 Ft. Ceilings. More details
    Listed by FOREST HILL REAL ESTATE INC.
    Tanya Crepulja
    Steven Fontes
  • 135 Admiral Road in Toronto: Annex House (3-Storey) for sale (Toronto C02) : MLS®# C8072804

    135 Admiral Road Annex Toronto M5R 2L7
    Main Photo: 135 Admiral Road in Toronto: Annex House (3-Storey) for sale (Toronto C02)  : MLS®# C8072804
    $4,999,000
    Freehold
    Status:
    Active
    MLS® Num:
    C8072804
    Bedrooms:
    5
    Bathrooms:
    4
    Turn Of The Century, 1 Of A Kind Gated Home, Restored W/Old-World Charm; On Large Lot On One Of The Most Coveted Streets In The Heart Of Yorkville-Annex. Entertainer's Dream With Wine Cellar. 2 Car Garage+ Private Drive For 4 Cars. Architectural & Artful Details W/Gracious Principal Rms & High Ceilings, Open Concept Chefs' Kitchen W/Breakfast Area & W/O To Exquisite Garden Oasis. Beaming W/Sunlight, 2nd Flr Family Room/Den, 3rd Floor Master Retreat W/6 Pc Ensuite. Potential In-Law Suite Or Basement Apartment. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    Tanya Crepulja
    Steven Fontes
  • 505 4 Lowther Avenue in Toronto: Annex Condo for sale (Toronto C02) : MLS®# C8044860

    505 4 Lowther Avenue Annex Toronto M5R 1C6
    Main Photo: 505 4 Lowther Avenue in Toronto: Annex Condo for sale (Toronto C02)  : MLS®# C8044860
    $4,598,000
    Condo
    Status:
    Active
    MLS® Num:
    C8044860
    Bedrooms:
    2
    Bathrooms:
    3
    Exceptional opportunity to live in and enjoy this exquisite and rare unit in the highly desired boutique building at 4 Lowther Ave! For the most discerning Buyers who appreciate this special Yorkville-Annex pocket, steps to the very best shopping and restaurants the city has to offer. Enjoy the generous 2900 sq ft interior with a 1200 sqft spectacular west-facing garden terrace. This sunlit unit includes 2 bedrooms, 3 bathrooms, 2 side-by-side parking and 1 locker. Panoramic windows allow natural light to flow into the open living areas that include a wood burning fireplace and wet bar. A convenient service entrance connects into the kitchen/terrace. Private Terrace is designed by award winning Landscape Architect Ina Elias. Designed with a Granite floor, auto-lighting and irrigation. BBQs allowed. See wonderful panoramic treetop sunsets over this Yorkville-Annex pocket. Includes Top-notch professional concierge with valet parking, indoor pool, fitness room and party/meeting room. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    Tanya Crepulja
    Steven Fontes
  • Ph02 346 Davenport Road in Toronto: Annex Condo for sale (Toronto C02) : MLS®# C8094658

    Ph02 346 Davenport Road Annex Toronto M5R 1K6
    Main Photo: Ph02 346 Davenport Road in Toronto: Annex Condo for sale (Toronto C02)  : MLS®# C8094658
    $4,579,900
    Condo
    Status:
    Active
    MLS® Num:
    C8094658
    Bedrooms:
    2
    Bathrooms:
    3
    346 Davenport Is Where Luxury, Privacy And Urban Conveniences Come Together As One. PH02 Boasts Stunning 270 Degrees Views Of The City, CN Tower, Casa Loma, And Low Rise Tree Tops Through Your Oversized Floor-To-Ceiling Windows. Absolutely No Expenses Spared With Direct Elevator Access, Scavolini Kitchen, Marble And Miele Throughout Including A Gas Cooktop, And Wine Fridge. Walk Out To Your Main Floor Terrace Or Head Upstairs To Party On Your Private Rooftop. A True Primary Oasis With A Full Marble 5-Piece Ensuite, W/I Closet (With A Window!) And Views Of The City From Your Bed. This Is Your Chance To Own A Brand-New Modern Masterpiece. More details
    Listed by PSR
    Tanya Crepulja
    Steven Fontes
  • 29 Boswell Avenue in Toronto: Annex House (2-Storey) for sale (Toronto C02) : MLS®# C8223738

    29 Boswell Avenue Annex Toronto M5R 1M5
    Main Photo: 29 Boswell Avenue in Toronto: Annex House (2-Storey) for sale (Toronto C02)  : MLS®# C8223738
    $4,250,000
    Freehold
    Status:
    Active
    MLS® Num:
    C8223738
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome To 29 Boswell. A Gem Of A House With Attention To Detail & Craftsmanship To The Highest Level.Completely Remodeled Creating A Refined European Modern Retreat For Pure Comfort, Function & "Bon Vivant" With Friends and Family. Immaculately Kept, This Peerless Gem Is Fit For Urbanites Wishing A Cut Above In Yorkville. Very Rare 25 Foot Wide Lot, Built In Garage + 2 Car Parking. The Main Floor Is Open Concept With A Living and Dining Area + A Gourmet Kitchen With Top-Of-The-Line Appliances and A Great Size Walkout Balcony with Gas BBQ Connection. Incredible Size Primary Bedroom + 2 Good Size Bedrooms. The Basement Is At Grade With The Backyard, An Amazing Setting With A Walkout Looking Into A Lush Garden. A List Of Features & Upgrades Available Upon Request. Boswell Avenue Is A Private and Rare Cul De Sac In The Heart Of Yorkville, Steps To Hazelton Lanes, Whole Foods, Pusateri's, Yorkville, Avenue Road, The Subway & Shops On Bloor. Low Maintenance and Comfortable Living In The City More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    Tanya Crepulja
    Steven Fontes
  • 485 Brunswick Avenue in Toronto: Annex House (3-Storey) for sale (Toronto C02) : MLS®# C8214538

    485 Brunswick Avenue Annex Toronto M5R 2Z6
    Main Photo: 485 Brunswick Avenue in Toronto: Annex House (3-Storey) for sale (Toronto C02)  : MLS®# C8214538
    $4,165,000
    Freehold
    Status:
    Active
    MLS® Num:
    C8214538
    Bedrooms:
    5
    Bathrooms:
    5
    Step into the serene embrace of 485 Brunswick Avenue, where tranquillity meets modern elegance. This 5-bed, 5-bath residence seamlessly blends Scandinavian minimalism with intricate detailing, boasting light oak wood floors and ornate mouldings throughout. The heart of the home lies in the contemporary stainless steel kitchen, flowing into a dining area anchored by a cozy fireplace. Ascend to the second floor to discover a sunlit den or bedroom, alongside a luxuriously renovated primary suite with a Juliet balcony. The third floor offers three charming bedrooms and a newly refurbished bathroom. The lower level surprises with radiant flooring and a spacious rec room. Outside, the rear yard promises endless possibilities for outdoor enjoyment. Nestled in The Annex, enjoy urban convenience with Dupont Station nearby, while parks and esteemed schools offer enrichment. Experience the perfect fusion of serenity and convenience at 485 Brunswick Avenue. Home inspection available- https://www.discoverhorizon.com/dl.aspx?i=1v3vUQk90gYzzz More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    Tanya Crepulja
    Steven Fontes
  • 72 Walmer Road in Toronto: Annex House (2 1/2 Storey) for sale (Toronto C02) : MLS®# C8078670

    72 Walmer Road Annex Toronto M5R 2X7
    Main Photo: 72 Walmer Road in Toronto: Annex House (2 1/2 Storey) for sale (Toronto C02)  : MLS®# C8078670
    $3,679,000
    Freehold
    Status:
    Active
    MLS® Num:
    C8078670
    Bedrooms:
    7
    Bathrooms:
    7
    Annex Grand and Stately Residence. An Impressive Investment Opportunity In The Heart Of The Annex! Fully Detached With 5 Parking Spots And 5 Lockers. This Exceptional Fully Tenanted 6 Unit Property Has Been Beautifully Maintained, And Upgraded. Close Proximity To Subway, Schools, University, Restaurants And Parks. A Prime Turnkey Annex Investment. More details
    Listed by FOREST HILL REAL ESTATE INC.
    Tanya Crepulja
    Steven Fontes
  • 602 346 Davenport Road in Toronto: Annex Condo for sale (Toronto C02) : MLS®# C8019646

    602 346 Davenport Road Annex Toronto M5R 1K6
    Main Photo: 602 346 Davenport Road in Toronto: Annex Condo for sale (Toronto C02)  : MLS®# C8019646
    $3,629,900
    Condo
    Status:
    Active
    MLS® Num:
    C8019646
    Bedrooms:
    3
    Bathrooms:
    3
    Luxury Living In One-Of-A-Kind Boutique Building! Excellent Location Between Yorkville & Annex, Contemporary Elegance In This 2 Bdrm + Den Suite Featuring Direct Elevator Access To Your Unit, Two Entrances, Floor To Ceiling Windows With North, South & East Views, Wide Plank Engineered Hardwood Floors, Smooth Ceilings, And European Designed Kitchen & Bath Cabinetry - Designed Elegantly Elevated! Parking Included. More details
    Listed by PSR
    Tanya Crepulja
    Steven Fontes
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Data was last updated April 15, 2024 at 05:05 AM (UTC)
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